Obama’s Winter White House – Hawaii’s most famous local? President Obama, of course. The President spent his annual winter vacations with his family at Paradise Point Estates in Kailua Bay Beach, the same beach he would visit as a child growing up in Oahu. A world away from Washington, DC, the 44th president and his family unwind in the secluded, heated, lagoon-style pool, complete with lava rocks and waterfalls.

Emma Stone’s Diamond Head Villa on Oahu – While filming Aloha, Emma Stone rented this multi-million dollar villa on the base of Diamond Head that starts at $4000 a night. Natural stone and wood details are featured in this high-tech home that is fully controlled by wall-mounted iPads. And perfect for the Hollywood set, the Oahu villa includes a private movie theater.

Oprah’s Farmhouse on Maui – The talk show queen’s remote ranch sits at almost 4,000 feet above sea level on the side of Mount Haleakala on Maui. The self-made billionaire owns approximately 780 acres on the Hawaii island.

Julia Roberts‘ $30M Kauai Estate – Hollywood darling Julia Roberts recently put her beachfront estate in Hawaii on the market for nearly $30M. The Oscar-winning actress’s two-acre property is located on Kauai’s sought-after North Shore, a celebrity favorite with beachfront homes in the median of $1 million. Buy this property and you might run into some famous neighbors like Chuck Norris and Facebook’s Mark Zuckerberg.

Beyonce and Jay Z’s Hawaiian Haven – This Hollywood power couple kicks back in a private estate on Kailua, in the same neighborhood where President Obama vacations. This 15,000-square-foot-plus home sits on 1.5 lush acres with a rock-lined pool. With 8 bedrooms and 11 baths, Beyoncé and Jay Z can invite a few friends over, too.

Neil Young’s Hideaway on Big Island – “Old man look at my life” on the Big Island and be pretty jealous, croons Neil Young. For $20 million, the singer-songwriter sold his secluded estate that sits between two bays and right off a popular surf break and white-sand beach.

Terry Bradshaw’s Big Island Estate – The NFL Hall of Famer scored $2.7 million for his 12-acre estate on the Big Island. The Hawaiian property includes a waterfall, two koi ponds, and a lap pool surrounded by stunning ocean and mountain views.

Frank Lloyd Wright’s Hawaiian Home – Frank Lloyd Wright designed this half-moon shaped Hawaiian home to offer panoramic views of the Big Island’s ocean and volcanoes. In the architect’s signature “organic architecture” style, the home has rounded walls made of coral aggregate block from Oahu and floor-to-ceiling windows along the entire span of the house.

Taking a break after lots of “work, work, work” on her latest hit, the pop diva decompressed in Paul Mitchell’s estate on Oahu, which rents for $6000 a night. The Hollywood hairdresser’s super luxe estate is set on an acre of coveted oceanfront in Kailua with breathtaking views of the Mokulua Islands.

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